JP4574449B2 - Transparent or translucent liquid softener composition - Google Patents

Description

  The present invention relates to a transparent or translucent liquid softener composition.

Transparent or translucent softener compositions are already known (Patent Documents 1 to 7), which are described to contain a solvent having a specific LogP and an inorganic salt.
JP 2001-524614 A JP-T-2001-524616 JP-T-2002-505391 JP 2004-232163 A Japanese Patent Laid-Open No. 2004-60079 JP 2004-84143 A JP 2004-84144 A

  In recent years, a softener composition in which the appearance of the composition is transparent or translucent has been developed from an aesthetic point of view, and Patent Documents 1 to 7 disclose a technique using a solvent having a specific LogP. . These are considered to achieve transparency by microemulsifying or solubilizing a water-insoluble quaternary ammonium salt compound with a specific solvent.

  On the other hand, a transparent or translucent softening agent composition is generally added to rinsing water in the rinsing stage of the washing process. It has been found that there are many situations in which an object directly adheres to clothing, in which case there is a problem that the composition adhered to the clothing becomes a stain. This is caused by the phenomenon that microemulsified or solubilized softener composition becomes liquid crystallized or thickens when diluted in water on clothing, and these are not easily dissolved in water, so rinse. It is conceivable that it cannot be removed only by this stage and remains on the clothing as a stain.

  As a means for solving this problem, a method of using a large amount of a solvent may be considered, but it is uneconomical and the expected effect is small. As another method, a method of reducing the amount of the soft base in the composition can be considered, but in that case, although the stain is suppressed to some extent, there is a problem that the softening effect is reduced because the base amount is small. is there. Therefore, there is a strong demand for a method that effectively suppresses the formation of stains without reducing the softening effect.

  Patent Documents 1 to 7 describe that an inorganic salt such as magnesium chloride is contained. In particular, Patent Document 2 discloses a softener composition containing 0.5% by weight or more of an inorganic salt. ing. According to this technique, transparency can be achieved even with a small amount of solvent. Patent Documents 5 to 7 disclose liquid softener compositions having a relatively large amount of solvent, and describe that inorganic salts are contained for the purpose of improving stability.

  However, these publications do not reduce the softening effect by adjusting the specific solvent amount, the specific base amount reduced, the specific inorganic salt amount, and adjusting these to a specific ratio. There is no description at all about the point at which the occurrence of the above can be suppressed.

  Accordingly, an object of the present invention is to provide a transparent or translucent liquid softener composition that suppresses stain formation on clothing without reducing the softening effect.

As a means for solving the problems, the present invention
(A) a compound of the following general formula (1),
(B) an anionic surfactant,
(C) an organic solvent having a Log P of -0.1 to 3,
(D) a water-soluble inorganic salt selected from sodium salts, magnesium salts and calcium salts, and (e) water,
Where, where
The sum of component (a) and component (b) is greater than 10% by weight and less than 25% by weight;
(C) component is 10-35 mass%,
(D) component exceeds 0.5 mass% and is 3 mass% or less, and (a) sum total of component and (b) component / (c) component is 1 / 0.7-0.5 / by mass ratio 1. A transparent or translucent liquid softener composition is provided.

[Where,
R ¹¹ is an alkyl group or an alkenyl group having 14 to 26 carbon atoms which is divided by an ester group or an amide group,
R ¹² and R ¹³ are each independently an alkyl group or an alkenyl group having 14 to 26 carbon atoms which may be separated by an ester group, an amide group or an ether group, or an alkyl having 1 to 3 carbon atoms. Group or a hydroxyalkyl group,
R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms, and X ⁻ is an anionic group. ]
In the present invention, the term “transparent or translucent” means that when a quartz cell having an optical path length of 10 mm is used and ion-exchanged water is added to the control side cell, the light transmittance at a wavelength of 660 nm is 30% or more. Say something.

  The transparent or translucent liquid softening agent composition of the present invention has an excellent effect of suppressing the formation of stains when clothes are treated, and has a good effect of imparting flexibility.

<(A) component>
The composition of this invention contains the compound of following General formula (1) as (a) component.

[Where,
R ¹¹ is an alkyl group or an alkenyl group having 14 to 26 carbon atoms which is divided by an ester group or an amide group,
R ¹² and R ¹³ are each independently an alkyl group or an alkenyl group having 14 to 26 carbon atoms which may be separated by an ester group, an amide group or an ether group, or an alkyl having 1 to 3 carbon atoms. Group or a hydroxyalkyl group having 1 to 3 carbon atoms,
R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms, and X ⁻ is an anionic group. ]
Furthermore, from the viewpoint of the storage stability of the softener composition at a low temperature, the ratio of the alkyl group having 14 to 26 carbon atoms in the compound represented by the general formula (1) is 14 to 26 carbon atoms. 0.1-10 mol% or less is preferable with respect to the total number of moles of an alkyl group and an alkenyl group having 14 to 26 carbon atoms, more preferably 0.3-7 mol% or less, and 0.5-6 mol%. The following is more preferable, 0.8 to 5 mol% or less is particularly preferable, and 1 to 4 mol% or less is even more particularly preferable.

  Furthermore, from the viewpoint of storage stability at a low temperature of the softener composition, in the compound represented by the general formula (1), a compound that does not substantially contain an alkyl group having 14 to 26 carbon atoms. Is particularly preferred.

  More specifically, the compound of the following general formula (1-1) and the compound of the following general formula (1-2) are suitable from the viewpoint of the transparency of the softener composition.

[Where,
R ¹⁵ and R ¹⁷ are each independently an alkyl group having 16 to 20 carbon atoms or an alkenyl group having 16 to 20 carbon atoms, and the alkenyl group is 50 to 100 with respect to the total number of moles of R ¹⁵ and R ^17. Mol%,
R ¹⁶ and R ¹⁸ are each independently an alkylene group having 1 to 6 carbon atoms, preferably an ethylene group or a propylene group,
R ¹⁹ is an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms,
R ²⁰ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms,
A and B are each independently a group selected from -COO-, -OCO-, -CONH- and -NHCO-,
a and b are each independently an integer of 0 or 1, and X ^- is an anionic group. ]

[Where,
R ²¹ is an alkyl group having 16 to 20 carbon atoms or an alkenyl group having 16 to 20 carbon atoms,
R ²² is an alkylene group having 1 to 6 carbon atoms, preferably an ethylene group or a propylene group,
R ²³ and R ²⁴ are each independently an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms,
R ²⁵ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms,
D is a group selected from —COO—, —OCO—, —CONH— and —NHCO—;
c is the number 0 or 1, and X ^- is an anionic group].

The compound of the general formula ^(1-1), each of ^{R 15} and ^{R 17,} the total number of moles of ^{R 15} and ^{R 17,}
The proportion of the alkyl group is 1 to 15 mol% or less, preferably 1 to 13 mol% or less, more preferably 1 to 10 mol% or less, particularly preferably 5 to 10 mol% or less,
The proportion of the alkenyl group is 85 to 99 mol%, preferably 87 to 99 mol%, more preferably 90 to 99 mol%, particularly preferably 90 to 95 mol%,
And the ratio of the alkenyl group which has two or more carbon-carbon unsaturated bonds is 10 mol% or less, Preferably it is 0.1-10 mol%, More preferably, it is 0.5-8 mol%, Most preferably, it is 0.5. -5 mol% is suitable from the point of transparency or semi-transparency, and is also preferable from the point of a stain formation inhibitory effect.

R ¹⁹ is preferably a hydroxyalkyl group having 1 to 3 carbon atoms, and particularly preferably a hydroxyethyl group. R ²⁰ is preferably a methyl group, and A and B are preferably —COO—.

  In the general formula (1-1), a compound in which A and B are —COO— is produced by a dehydration esterification reaction between a fatty acid having the above preferred alkyl composition and a corresponding monoalkyl dialkanolamine or trialkanolamine. Or an amine prepared by transesterification of a fatty acid lower alkyl (C1-3) ester having a preferred alkyl composition with a monoalkyl dialkanolamine or trialkanolamine is converted to a dialkyl sulfate (C1-3). ), An alkyl halide selected from alkyl halides (having 1 to 3 carbon atoms), and the like.

  The fatty acid or fatty acid ester preferably has a fatty acid composition obtained by saponifying fats such as beef tallow, pork oil, fish oil, palm oil, sunflower oil, rapeseed oil, safflower oil, cottonseed oil, corn oil, soybean oil, olive oil, etc. It is.

  In addition, since the above fatty acid or fatty acid ester contains a large amount of alkenyl groups having two or more carbon-carbon unsaturated bonds, for example, crystallization as described in JP-A-4-306296, Two carbon-carbon unsaturated bonds can be obtained by performing distillation under reduced pressure as described in Kaihei 6-41578 or by performing a selective hydrogenation reaction described in JP-A-8-99036. It can manufacture by the method etc. which control the ratio of the fatty acid to contain above.

  When the selective hydrogenation reaction is carried out, a mixture of unsaturated bond geometric isomers is formed. In the present invention, the cis / trans ratio is 25/75 to 99.9 / 0.1, preferably 50 / 50-99.9 / 0.1 (molar ratio) is preferable.

  The ratio of fatty acid or fatty acid ester to monomethyl dialkanolamine or trialkanolamine in the esterification reaction or transesterification reaction is 1.4: 1.0 to 2.2: 1.0, preferably 1. A molar ratio of 6: 1.0 to 2.0: 1.0 is preferred.

In the present invention, when a trialkanolamine and a fatty acid or a fatty acid ester are esterified or transesterified and subsequently subjected to a quaternization reaction, in addition to the compound of the general formula (1-1), the general formula (1- in monoester corresponding to the compound of 2) [formula ^{(1-1), R 15} is an alkyl or alkenyl group having 16 to 20 carbon ^{atoms, R 17 - [B-R} 18] b - is HO -R ^18- and R ¹⁹ is a hydroxyalkyl group having 1 to 3 carbon atoms] and / or triester compound [in the general formula (1-1), R ¹⁵ and R ¹⁷ have 16 to 20 alkyl groups or alkenyl groups and R ¹⁹ is R ^17- [B—R ¹⁸ ] _b —].

  In the present invention, when a quaternary ammonium salt produced through a step of esterifying or transesterifying a trialkanolamine with a fatty acid or a fatty acid ester is used, the composition is transparent and stain formation is suppressed. Therefore, a mixture containing 25 to 70 parts by mass of the monoester body and 40 to 120 parts by mass of the triester body with respect to 100 parts by mass of the compound of the general formula (1-1) is preferable.

In the general formula (1-2), R ²¹ is preferably an alkyl group having 16 to 20 carbon atoms. R ²¹ may contain an alkenyl group having 16 to 20 carbon atoms. The content of the alkenyl group is 50 mol% or less, preferably 25 mol% or less, particularly preferably 5 mol% or less, based on the total R ²¹ . It is. D is preferably -COO- or -CONH-, particularly preferably -CONH-. R ²² is preferably a propylene group, R ²³ and R ²⁴ are each independently preferably a methyl group or an ethyl group, and R ²⁵ is preferably a hydrogen atom.

  In the present invention, from the viewpoint of the softening effect and the stain suppression effect, in the quaternary ammonium salt produced through the step of esterifying or transesterifying the trialkanolamine and the fatty acid or fatty acid ester, and the general formula (1-2) It is preferable to use a compound in which D is —CONH—.

  In the present specification, unless otherwise specified, simply describing an alkenyl group means a hydrocarbon group having one or more carbon-carbon unsaturated bonds.

<(B) component>
The component (b) of the present invention is an anionic surfactant, and particularly when the compound of the general formula (1-2) is used in the component (a), the flexibility effect can be remarkably improved. For this reason, when (b) component is added in the composition of this invention, even if it reduces (a) component (flexible base amount) etc. of this invention, a softening effect does not fall.

Component (b) is a saturated or unsaturated fatty acid having 14 to 20 carbon atoms, preferably 16 to 18 carbon atoms, or an alkali metal or alkaline earth metal salt thereof (hereinafter referred to as component (b1)), or 16 to 16 carbon atoms. 36, preferably an anionic surfactant having 16 to 28 alkyl groups or alkenyl groups and having —SO ₃ M group and / or —OSO ₃ M group [M: counter ion] (hereinafter referred to as component (b2) Is preferred.

  Examples of the component (b1) include fatty acids such as myristic acid, palmitic acid, stearic acid, oleic acid, palmitoleic acid, and salts thereof, and stearic acid and / or oleic acid are particularly preferable.

  As the component (b2), alkylbenzene sulfonic acid having the above carbon number, alkyl (or alkenyl) sulfate, polyoxyalkylene alkyl (or alkenyl) ether sulfate, olefin sulfonic acid, alkane sulfonic acid, α-sulfo fatty acid, α Sulfo fatty acid esters or their salts are preferred. Among these, an alkyl (or alkenyl) sulfate having an alkyl group having 16 to 28 carbon atoms or an alkenyl group, an alkyl group or alkenyl group having 16 to 28 carbon atoms, and an average addition mole number of ethylene oxide of 1 to 6, It is preferable to blend one or more selected from the group consisting of polyoxyethylene alkyl (or alkenyl) ether sulfates preferably 1 to 4, particularly preferably 1 to 3, and salts thereof. A particularly preferred component (b2) of the present invention is 2-decyl-1-tetradecyl sulfate or a salt thereof.

  As the salt, sodium salt, potassium salt, and magnesium salt are preferable from the viewpoint of storage stability.

<(C) component>
In the present invention, as the component (c), an organic solvent having a LogP of −0.1 to 3, preferably 0.1 to 2, more preferably 0.5 to 1.8, and particularly preferably 0.5 to 1.6. Is used.

  Here, Log P is a coefficient indicating the affinity of an organic compound for water and 1-octanol. 1-octanol / water partition coefficient P is a distribution equilibrium when a trace amount of compound is dissolved as a solute in a two-liquid solvent of 1-octanol and water, and is a ratio of the equilibrium concentration of the compound in each solvent. It is common to show them in the form of their logarithm logP relative to the base 10. Log P values of many compounds are reported, and many values are listed in databases available from Daylight Chemical Information Systems, Inc. (Daylight CIS), etc., which can be referred to. When there is no measured log P value, it is most convenient to calculate with the program “CLOGP” available from Daylight CIS.

  This program outputs the value of “calculated logP (ClogP)” calculated by the Hansch, Leo fragment approach together with the measured logP value, if any. The fragment approach is based on the chemical structure of the compound and takes into account the number of atoms and the type of chemical bond (cf. A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor and CA Ramsden, Eds., P.295, Pergamon Press, 1990). Since this ClogP value is currently the most general and reliable estimate, it can be used in place of the actual logP value when selecting a compound. In the present invention, if there is a measured value of logP, the ClogP value calculated by the program CLOGP v4.01 is used when there is no measured value.

  As a particularly preferred organic solvent, compounds represented by the following general formula (2), general formula (3) and general formula (4) are suitable.

R ²⁶ —OH (2)
[Wherein R ²⁶ is a hydrocarbon group having 4 to 8 carbon atoms, preferably an alkyl group, an aryl group or an arylalkyl group].

R ³¹ — (O—R ³² ) _d —O—R ³³ (3)
[Wherein R ³¹ and R ³³ are each independently a hydrogen atom, R ³⁴ CO— (where R ³⁴ is an alkyl group having 1 to 3 carbon atoms) or a hydrocarbon group having 1 to 7 carbon atoms, preferably hydrogen. It is an atom, an alkyl group, an aryl group, or an arylalkyl group, and R ³² is an alkylene group that may have a branched chain having 2 to 9 carbon atoms. ^{However, R 32} is unless an alkylene group having 2 to 3 carbon atoms, and both ^{R 31} and ^{R 33} is a hydrogen atom. d is a number from 1 to 5].

R ⁴¹ —O—CH ₂ CH (O—R ⁴² ) CH ₂ —O—R ⁴³ (4)
[Wherein, R ⁴¹ is an alkyl group having 3 to 8 carbon atoms, and R ⁴² and R ⁴³ are each independently an alkyl group having 1 to 3 carbon atoms which may be substituted with a hydrogen atom or a hydroxy group. ].

  More specific compounds include n-butanol, isobutanol, 2-butanol, n-hexanol, cyclohexanol, phenol, benzyl alcohol, phenethyl alcohol, 2-phenoxyethanol, 2-benzyloxyethanol, diethylene glycol monobenzyl ether, diethylene glycol Monophenyl ether, triethylene glycol monophenyl ether, tetraethylene glycol monophenyl ether, 2-ethylhexane-1,3-diol, hexane-1,6-diol, nonane-1,6-diol, 2-methyloctane-1 , 8-diol, 2-butoxyethanol, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, 2- (2-methyl) propoxyeta , Diethylene glycol mono-2-methylpropyl ether, 2-propoxy-1-propanol, dipropylene glycol monopropyl ether, 2-butoxy-1-propanol, dipropylene glycol monobutyl ether, 2-t-butoxy-1-propanol 2-phenoxy-1-propanol, 2-ethoxypropyl-1-acetate, 2-propoxypropyl-1-acetate, 1,2-diacetoxypropane, 3-dimethyl-3-methoxy-1-propanol, 1, Examples thereof include 3-dimethylbutyl glyceryl ether, pentyl glyceryl ether, and hexyl glyceryl ether.

  Among these, the component (c) is particularly n-hexanol, benzyl alcohol, 2-phenoxyethanol, 2-benzyloxyethanol, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, tetraethylene glycol monophenyl ether, hexane-1, 6-diol, nonane-1,6-diol, 2-propoxy-1-propanol, dipropylene glycol monopropyl ether, dipropylene glycol monobutyl ether, pentyl glyceryl ether and the like are preferable. The component (c) that is particularly preferable from the viewpoint of the transparency and storage stability of the composition is a group consisting of 2-phenoxyethanol, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, and dipropylene glycol mono (n-butyl) ether. It is 1 or more types chosen from.

<(D) component>
The composition of the present invention can contain an inorganic salt as the component (d). As the inorganic salt, sodium sulfate, sodium chloride, calcium chloride, and magnesium chloride are preferable from the viewpoint of storage stability. However, although surfactants such as fatty acid salts include sodium salts and potassium salts, inorganic salts mixed into the composition by using such surfactants are not subject to the above restrictions.

<(E) component>
The component (e) of the present invention is water, preferably water from which hardness components such as calcium and magnesium and heavy metals such as iron are removed, and ion-exchanged water or distilled water can be used. A small amount of chlorine may be contained for the purpose of sterilizing or sterilizing water.

<Other ingredients>
Although it is optional in the present invention, it is preferable to contain a nonionic surfactant [hereinafter referred to as component (f)] from the viewpoint of storage stability and stain formation inhibiting effect.

  Specifically, an alkyl group or alkenyl group having 8 to 18 carbon atoms, preferably 10 to 18 carbon atoms, and an average added mole number of 4 to 200, preferably 4 to 30, particularly preferably 15 to 30 alkylene groups (of the alkylene group). Nonionic surfactants selected from polyoxyalkylene alkyl ethers having 2 or 3) carbon atoms can be mentioned. Particularly preferred component (f) includes, but is not limited to, polyethylene glycol monolauryl ether.

R ⁵¹ —O— (AO) _n —OH (5)
[In the formula, R ⁵¹ represents an alkyl group or alkenyl group having 11 to 22 carbon atoms, A represents an ethylene group or a propylene group, and n represents an average addition mole number, which is greater than 21 and less than 40. ].

R ⁵¹ is preferably 12 to 18, and A is preferably an ethylene group. Further, n is preferably 22 to 35, more preferably 22 to 30, and most preferably 22 to 28. In the present invention, such a limited nonionic surfactant has an excellent stain formation suppressing effect.

The composition of the present invention preferably contains a metal sequestering agent as the component (g). As a metal sequestering agent,
i) polycarboxylic acid compounds such as citric acid, malic acid, succinic acid,
ii) aminopolycarboxylic acids such as ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, hydroxyethyliminodiacetic acid,
iii) One or more selected from phosphonic acids such as 1-hydroxyethylidene-1,1-diphosphonic acid and ethylenediaminetetramethylphosphonic acid are preferred.

  As the component (g), ethylenediaminetetraacetic acid and / or 1-hydroxyethylidene-1,1-diphosphonic acid is particularly preferable.

  In the composition of the present invention, a saturated or unsaturated fatty acid (e.g., myristic acid) having 8 to 22 carbon atoms, preferably 8 to 18 carbon atoms, more preferably 12 to 18 carbon atoms as component (h) for the purpose of improving storage stability. , Palmitic acid, stearic acid, oleic acid, palmitoleic acid, etc.) and polyhydric alcohols (preferably glycerin, pentaerythritol, sorbitol, sorbitan, etc.) It is necessary to pay attention to the type and content to obtain. Examples of the compound that can be contained include triglyceride, diglyceride, monoglyceride, and mono, di, triester, and sorbitan ester of pentaerythritol.

  The composition of the present invention may use a solvent other than the component (c) [hereinafter referred to as component (i)]. Specifically, it is a solvent such as ethanol, isopropanol, glycerin, ethylene glycol, or propylene glycol, and ethanol is particularly preferable from the point of smell.

  The composition of the present invention usually contains a fragrance (particularly preferably a combination of components (c) and (d) described in JP-A No. 8-113871) used for a fiber treatment agent. There is no problem. The composition of the present invention may contain a water-soluble dye, and preferably a compound shown as component (b) in JP-A No. 11-256474 or (c) in JP-A No. 2004-60079. The compounds described as components are preferred.

<Liquid softener composition>
The composition of the present invention can be obtained by mixing the above-described components so as to have the following contents.

  The total content of the component (a) and the component (b) is more than 10% by mass and less than 25% by mass, preferably 15% by mass or more and less than 25% by mass, from the viewpoint of the flexibility of the treated clothing.

  The mass ratio (a) / (b) of the component (a) and the component (b) is preferably 40/1 to 2/1, more preferably 20/1 to 4/1, from the viewpoint of the effect of suppressing the formation of spots. is there.

  (C) Content of a component is 10-35 mass% from a viewpoint of maintenance of a transparent external appearance, Preferably it is 15-30 mass%, More preferably, it is 15-25 mass%.

  The content of the component (d) is more than 0.5 and 3% by mass or less, preferably 0.6 to 3% by mass, more preferably 0.6 to 1% by mass from the viewpoint of storage stability.

  The total amount of component (a) and component (b) and the mass ratio of component (c) {(a) + (b)} / (c) are preferably 1 / 0.0. It is 7 to 0.5 / 1, preferably 1 / 0.7 to 0.8 / 1, more preferably 1/1 to 0.8 / 1.

  The component (f) is optional, but is important from the viewpoint of the softening effect and the stain formation inhibiting effect, preferably 0.5 to 10% by mass, more preferably 0.5 to 5% by mass, and particularly preferably 3 to 3. 5% by mass.

  The component (g), the component (h), and the component (i) are also preferably contained from the viewpoint of storage stability, and the component (g) is preferably 0.01 to 3% by mass, particularly preferably in the composition. Is 0.01 to 1% by mass, component (h) is preferably 1 to 10% by mass, particularly preferably 1 to 5% by mass, and component (i) is preferably 0.5 to 5% by mass, particularly preferably 1 -3 mass% is preferred.

  In the present invention, the above component is in the form of an aqueous solution in which the component (e) is dissolved or dispersed in water, and the component (a) is contained in a state solubilized in the microemulsion or component (c). It is guessed. (E) As for content of a component, 30-95 mass% is preferable in a composition, More preferably, it is 50-85 mass%.

  Furthermore, in the composition of the present invention, it is preferable to adjust the pH of the composition at 20 ° C. to 1 to 8.5, further 1 to 8, particularly 2 to 8 from the viewpoint of storage stability. The pH is measured after cooling (25 ° C) using a pH meter D-52S and a pH electrode 6367-10D manufactured by Horiba, Ltd.

  As the pH adjuster, inorganic acids such as hydrochloric acid, sulfuric acid and phosphoric acid and the component (g) can be used as acid agents, and sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, etc. can be used as alkaline agents. it can.

<Blending ingredients>
The components used in the examples are shown below.

Synthesis Example 1: (a-1) Synthesis sunflower oil raw materials and the iodine value 90gI ₂ / 100g, acid value 201MgKOH / g of fatty acid and reacting triethanolamine mole ratio 1.95 / 1 (fatty acid / triethanolamine ) In accordance with a conventional method, 45% of N, N-dioleoyloxyethyl-N-hydroxyethylamine as a main component, 39% of N, N, N-trioleoyloxyethylamine as a subcomponent, N- A condensate containing 15% of oleoyloxyethyl-N, N-dihydroxyethylamine was obtained.

  Next, 0.95 equivalent of dimethylsulfuric acid was used for this condensate, and quaternization was performed according to a conventional method in the presence of an ethanol solvent, and N, N-dioleoyloxyethyl-N-hydroxyethyl-N as a main component. -45% methylammonium methylsulfate, 37% N, N, N-trioleoyloxyethyl-N-methylammonium methylsulfate as accessory component, N-oleoyloxyethyl-N, N-dihydroxyethyl-N-methyl A quaternary ammonium salt mixture containing 16% ammonium methyl sulfate was obtained (hereinafter referred to as (a-1)).

Synthesis Example 2: Synthesis of (a-2) By dehydration amidation reaction of mixed fatty acid obtained by mixing synthetic palmitic acid / stearic acid at 40/60 (weight ratio) and N, N-dimethyl-1,3-propanediamine (A-2) was synthesized. That is, 161 g of N, N-dimethyl-1,3-propanediamine and 273.3 g of mixed fatty acid were placed in a four-necked flask equipped with a stirrer, a thermometer, and a dehydrating tube, and the temperature was raised to 180 ° C. Next, the mixture was heated and stirred while distilling off the water generated at that temperature for about 5 hours. Thereafter, the mixture was cooled to 120 ° C., and the unreacted amine was distilled off under reduced pressure to obtain a target quaternary ammonium salt mixture containing N-alkanoylaminopropyl-N, N-dimethylamine (hereinafter a). -2).

(A-1): Reaction product mainly comprising N, N-dioleoyloxyethyl-N-hydroxyethyl-N-methylammonium methyl sulfate obtained in Synthesis Example 1 (a-2): in Synthesis Example 2 Reaction product containing N-alkanoylaminopropyl-N, N-dimethylamine as a main component (b-1): oleic acid (b-2): sodium 2-decyl-1-tetradecylsulfate (c-1) : 2-phenoxyethanol (c-2): Polyethylene glycol monophenyl ether (average condensation degree 3)
(D-1): Sodium sulfate (e-1): Ion exchange water (f-1): Polyethylene glycol monolauryl ether (average degree of condensation 19)
(G-1): ethylenediaminetetraacetic acid (h-1): dehydration condensate of oleic acid and sorbitan (mole ratio of oleic acid / sorbitan is 3/1)
(I-1): Ethanol.

<Method for Preparing Liquid Softener Composition>
Using the above components, liquid softener compositions shown in Table 1 were prepared. In a 300 mL beaker, 95% of the amount of ion-exchanged water necessary for the final mass of the composition to be 200 g was added, and the temperature was raised to 60 ° C. in a water bath. While agitating with a turbine type agitating blade with three agitating blades each having a length of 2 cm (300 r / min), required amounts of (a) component, (b) component, and (g) component are dissolved. I let you. After stirring for 5 minutes, components (c) to (f) and (h) to (j) were added sequentially, and after stirring for 5 minutes, the target was adjusted with 35% hydrochloric acid aqueous solution and 48% sodium hydroxide aqueous solution. The amount of ion exchange water at 60 ° C. necessary for adjusting to pH and completing the mass was added. Then, it stirred for 10 minutes, moved the beaker to the water bath containing 5 degreeC water, and cooled to 25 degreeC, stirring. In addition, pH shown in Table 1 described pH after cooling (25 degreeC).

<Flexible processing method>
Five towels (100% cotton) were washed with a washing machine using a commercially available weakly alkaline detergent (attack from Kao Corporation) (Toshiba 2-tank washing machine VH-360S1, detergent concentration 0.0667% by mass, tap water (Use 30 L of water, water temperature 20 ° C., 10 minutes). Thereafter, the cleaning liquid was discharged, dehydrated for 3 minutes, poured 30 L of tap water, rinsed for 5 minutes, and dehydrated for 3 minutes after drainage. Thereafter, 30 L of tap water was poured again, and 1 ml of the softener composition shown in Table 1 was added to a 4 cm square cloth for stain application and stirred for 2 minutes. After that, it was dehydrated, dried in a room and dried.

(Appearance evaluation)
The softener composition shown in Table 1 was prepared by the preparation method described above, and the appearance was determined by 10 panels (5 men, 5 women, 20-40s) according to the following evaluation criteria. . The average score is 1 or more, less than 1.5 is evaluated as x, 1.5 or more and less than 2 is evaluated as Δ, and 2 or more is evaluated as ○.

Evaluation criteria (appearance)
3. A transparent or translucent liquid.
2: The composition is somewhat separated or cloudy.
1 ... The composition is separated or cloudy.

(Evaluation of stains generated by flexible processing of clothing)
According to the following evaluation criteria, 10 panelists (5 males, 5 females, 20-40) were evaluated for stains generated on clothing treated with the liquid softener composition prepared by the preparation method described above. ). The average score is 1 or more, less than 1.5 is evaluated as x, 1.5 or more and less than 2 is evaluated as Δ, and 2 or more is evaluated as ○.

Evaluation criteria (stain)
3 ... There are no spots on the clothing.
2 ... There are slight spots on the clothing.
1 ... There are clear spots on the clothing.

Claims (2)

(A) a compound of the following general formula (1),
(B) an anionic surfactant,
(C) an organic solvent having a Log P of -0.1 to 3,
(D) a water-soluble inorganic salt selected from sodium salts, magnesium salts and calcium salts, and (e) water,
Where, where
The sum of the component (a) and the component (b) is 15% by mass or more and less than 25% by mass,
(C) a component from 10 to 25 wt%,
(D) component is 0.6-3 mass% , and (a) sum total of component and (b) component / (c) component is 1 / 0.7-0.8 / 1 by mass ratio, A transparent or translucent liquid softener composition.

[Where,
R ¹¹ is an alkyl group or an alkenyl group having 14 to 26 carbon atoms which is divided by an ester group or an amide group,
R ¹² and R ¹³ are each independently an alkyl group or an alkenyl group having 14 to 26 carbon atoms which may be separated by an ester group, an amide group or an ether group, or a group having 1 to 3 carbon atoms. Or an alkyl group having 1 to 3 carbon atoms,
R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and X ⁻ is an anionic group. ] The total of the component (a) and the component (b) is 15% by mass to 20.4% by mass, and the total of the component (a) and the component (b) / (c) component is 1/1 to 0. The transparent or translucent liquid softener composition according to claim 1, which is 8/1.